CN112824497B - Liquid crystal composition and application thereof - Google Patents
Liquid crystal composition and application thereof Download PDFInfo
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- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
- C09K19/46—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing esters
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- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
- C09K19/44—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked
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- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
- C09K19/3441—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom
- C09K19/3483—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom the heterocyclic ring being a non-aromatic ring
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Abstract
The invention relates to a liquid crystal composition and application thereof, wherein the liquid crystal composition comprises at least one compound shown in a general formula I, at least one compound shown in a general formula II, at least one compound shown in a general formula III-1, at least one compound shown in a general formula III-2 and at least one compound shown in a general formula IV ave On the premise of the value, the VHR-initial and low-temperature storage performance can be maintained at a stable level, the conductivity I/V value is remarkably lower, the ion dissipation speed is higher, the occurrence of the ghost shadow of the liquid crystal panel can be effectively improved, and the reliability is higher.
Description
Technical Field
The invention belongs to the technical field of liquid crystal materials, and particularly relates to a liquid crystal composition and application thereof.
Background
Liquid crystal display elements are used in various measuring devices such as clocks and calculators, panels for automobiles, word processors, electronic notebooks, printers, computers, televisions, clocks, and advertisement display panels. Typical liquid crystal display systems include a VA (vertical alignment) system characterized by using a TN (twisted nematic) system, an STN (super twisted nematic) system, and vertical alignment of a TFT (thin film transistor), and an IPS (lateral electric field effect) system/FFS (fringe field switching) system characterized by horizontal alignment. Liquid crystal compositions used for these liquid crystal display devices are required to be stable against external factors such as water, air, heat, and light, to have a liquid crystal phase in a temperature range as wide as possible around room temperature, to have low viscosity, and to have low driving voltage. Further, the liquid crystal composition is composed of several to ten kinds of compounds in order to match the most suitable dielectric anisotropy (Δ ∈) and/or refractive index anisotropy (Δ n) to the respective display elements and the like to the most suitable value.
A liquid crystal composition having negative Δ ∈ is used for a vertical alignment display, and a liquid crystal composition having positive Δ ∈ is used for a horizontal alignment display such as a TN type, an STN type, or an IPS type. In recent years, a driving method has been reported in which a liquid crystal composition having positive Δ ∈ is vertically aligned in the absence of an applied voltage and an IPS-type/FFS-type electric field is applied to display the alignmentFurther, the necessity of a liquid crystal composition having a positive Δ ∈ is further increased. On the other hand, in all driving methods, low voltage driving, high-speed response, and a wide operating temperature range are required. That is, it is required that Δ ∈ be positive, have a large absolute value, a small viscosity, and a high nematic phase-isotropic liquid phase transition temperature. In addition, Δ n of the liquid crystal composition must be adjusted to an appropriate range in accordance with the cell gap by setting the product of Δ n and the cell gap (d) (i.e., Δ n × d). In addition, when the liquid crystal display element is applied to a television or the like, high-speed response is important. Set requirement gamma 1 A small liquid crystal composition.
In order to improve the contrast performance of the display, the liquid crystal needs to have high light transmittance; in order to achieve a good display effect, the liquid crystal is required to have higher resistivity, charge retention rate and faster ion dissipation speed, and the light and heat instability of the liquid crystal can cause the charge retention rate to be reduced, thereby affecting the display effect of the display;
in addition, the organic synthetic material can generate autocatalytic decomposition reaction in the atmospheric environment such as light, heat, oxygen and the like, and the microscopic expression is the formation of oxygen-containing active free radicals, and the chain decomposition reaction is generated, thereby causing the reduction of the macroscopic physical properties of the material. In order to stabilize the physical properties of the material by inhibiting such chain reactions, it is a common practice to add antioxidants, ultraviolet light stabilizers, etc. to the material. Their basic functions are to capture the generated free radicals and inhibit the chain reaction of the free radicals; shielding or absorbing ultraviolet light to avoid the molecular chain from generating free radicals by excitation. However, with the introduction of these additives, the problem of yield deterioration becomes more and more serious, the overall reliability of the liquid crystal composition is reduced, and the mutual solubility of these additives with the mother liquid crystal is also problematic, resulting in limited practical applications.
The liquid crystal molecules generate a small amount of ions under the condition of electrification, the ions can be quickly dispersed to form molecules with stable performance under the normal condition, however, the ions in practical use still form fixed charge accumulation in a display device to form residual DC voltage, and the liquid crystal molecules are prevented from being controlled by an electric field to generate picture afterimage.
Therefore, there is a need in the art to develop a novel liquid crystal composition to solve the problems of low voltage holding ratio, low ion dissipation Rate (RDC), poor stability, poor low temperature miscibility and low transmittance of the existing liquid crystal.
Disclosure of Invention
In view of the deficiencies of the prior art, it is an object of the present invention to provide a liquid crystal composition. The liquid crystal composition has low-temperature stability and reliability, and is suitable for various liquid crystal display modes.
In order to achieve the purpose, the invention adopts the following technical scheme:
the invention provides a liquid crystal composition, which comprises at least one compound of a general formula I, at least one compound of a general formula II, at least one compound of a general formula III-1, at least one compound of a general formula III-2 and at least one compound of a general formula IV;
said r represents 2, 3 or 4;
sp represents a straight or branched chain alkylene group containing 1 to 15 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, etc.) carbon atoms, a cycloalkyl or aromatic group containing 3 to 7 (e.g., 4, 5, 6, etc.) carbon atoms, or at least one-CH in a straight or branched chain alkylene group containing 1 to 15 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, etc.) carbon atoms 2 -substituted by-O-, -CO-or-NH-, containing 3 to 7 (e.g. 4) 5, 6, etc.) carbon atoms of at least one-CH group in a cycloalkyl or aromatic hydrocarbon radical 2 CH 2 -substituted by-CH = CH-or-C ≡ C-, or a group formed by linking at least two of the above groups, and the valency of Sp isThe same number as that represented by r;
wherein, the aromatic hydrocarbon group refers to a hydrocarbon group containing a benzene ring, including but not limited to
Etc., the dotted line represents the access bond of the group;
the R is N Represents H, -OH, an alkyl group containing 1 to 15 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, etc.) carbon atoms, or at least one-CH group in an alkyl group containing 1 to 15 carbon atoms 2 -substituted by-O-, -CO-or-NH-;
said Y is 1 -Y 4 Each independently represents H or an alkyl group containing 1 to 4 (e.g. 2 or 3) carbon atoms;
the R is N1 And R N2 Each independently represents a straight or branched alkyl group having 1 to 12 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, etc.) carbon atoms,
Or 1 or non-adjacent 2 or more-CH in the straight chain or branched chain alkyl containing 1 to 12 (for example, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, etc.) carbon atoms 2 -each independently substituted with-CH = CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-;
z is N1 And Z N2 Each independently represents a single bond-CO-O-, -O-CO-, -CH 2 O-、-OCH 2 -、-CH＝CH-、-C≡C-、-CH 2 CH 2 -or- (CH) 2 ) 4 Any one of the above-mentioned;
the ring
And ring
Each independently represent
Or
Or at least two non-adjacent-CH 2 -substituted by-O-, or
Or after at least two single bonds have been replaced by a double bond, or
Or at least two of-H are substituted by-CN, -F or-Cl, or
A group in which one or at least two CH are replaced by N;
said L N1 、L N2 、L A13 Each independently represents-H or a straight or branched alkyl group containing 1 to 3 (e.g. 2 or 3) carbon atoms;
n is N1 Represents 0, 1, 2 or 3,n N2 Represents 0 or 1, and 0. Ltoreq. N N1 +n N2 Less than or equal to 3. E.g. 1, 2, when n N1 When represents 2 or 3, a ring
Same or different, Z N1 The same or different;
the R is A1 And R A2 Each independently represents a straight or branched alkyl group having 1 to 12 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, etc.) carbon atoms,
Or 1 or non-adjacent 2 or more-CH in a linear or branched alkyl group containing 1 to 12 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, etc.) carbon atoms 2 -each independently is substituted with-CH = CH-, -C ≡ C-, -O-) -CO-, -CO-O-or-O-CO-substituted radicals, or a straight or branched alkyl group having 1 to 12 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, etc.) carbon atoms,
Or at least two of-H are each independently substituted with-F or-Cl;
z is A11 、Z A21 And Z A22 Each independently represents a single bond, -O-, -CH 2 CH 2 -、-CF 2 CF 2 -、-CO-O-、-O-CO-、-O-CO-O-、-CH＝CH-、-CF＝CF-、-CH 2 O-or-OCH 2 -any of;
said X A1 And X A2 Each independently represents any one of halogen, haloalkyl containing 1 to 5 (e.g., 2, 3, 4, etc.) carbon atoms, haloalkoxy containing 1 to 5 (e.g., 2, 3, 4, etc.) carbon atoms, haloalkenyl containing 2 to 5 carbon atoms, or haloalkenyloxy containing 2 to 5 (e.g., 2, 3, 4, etc.) carbon atoms;
the ring
Ring(s)
Ring (C)
And a ring
Each independently represent
Or
Or at least two non-adjacent-CH 2 -substituted by-O-, or
A group in which one or at least two single bonds are replaced by a double bond, or
Or at least two of-H are substituted by-CN, -F or-Cl, or
A group in which one or at least two CH are replaced by N;
n is A11 And n A2 Each independently represents 0, 1, 2 or 3, and when n A11 When =2 or 3, a ring
Same or different, Z A11 The same or different; when n is A2 When =2 or 3, a ring
Same or different, Z A21 The same or different;
n is A12 Represents 1 or 2, and when n A12 When =2, ring
The same or different;
said L A11 、L A12 、L A13 、L A21 And L A22 Each independently represents-H, -F or-CH 3 Any one of the above;
said R is M1 And R M2 Each independently represents a straight or branched alkyl group having 1 to 12 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, etc.) carbon atoms,
Or 1 or 2 or more-CH which is not adjacent to 1 or 2 of a linear or branched alkyl group having 1 to 12 (for example, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, etc.) carbon atoms 2 -radicals which are each independently replaced by-CH = CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-;
the ring
Ring (C)
And ring
Each independently represent
Or
Of one or at least two-CH 2 -a group substituted by-O-, or
A group in which one of-H-is substituted with halogen;
z is M1 And Z M2 Each independently represents a single bond-CO-O-, -O-CO-, -CH 2 O-、-OCH 2 -、-CH＝CH-、-C≡C-、-CH 2 CH 2 -or- (CH) 2 ) 4 -any of;
n is said M1 Represents 0, 1, 2 or 3, and when n M1 When represents 2 or 3, a ring
Same or different, Z M2 The same or different.
In the present invention, like
Such groups without a specific access site are those wherein the line drawn represents the access site and not a methyl group;
the invention adds the additive shown in the general formula I into the liquid crystal composition, and the additive is mixed with the general formula II-1 (negative liquid crystal monomer) and III-1 (containing
Positive liquid crystal monomer of (4)), III-2 (No
The positive liquid crystal monomer) and IV (neutral liquid crystal monomer) to obtain a liquid crystal composition with appropriate optical anisotropy and dielectric anisotropy, high clearing point, low rotational viscosity and high K ave On the premise of the value, the VHR-initial and low-temperature storage performance can be maintained at a stable level, the conductivity I/V value is remarkably lower, the ion dissipation speed is higher, the occurrence of the ghost shadow of the liquid crystal panel can be effectively improved, and the reliability is higher.
Preferably, the compound of the general formula I is any one of or a combination of at least two of the compounds having the following structures:
t is an integer of 1 to 11, such as 2, 3, 4, 5, 6, 7, 8, 9, 10, etc.;
said Y is 1 、Y 2 、Y 3 、Y 4 And R N All have the same meaning as in formula I.
Preferably, said R is N represents-H or an alkyl group containing 1 to 8 carbon atoms;
said Y 1 、Y 2 、Y 3 、Y 4 Are all methyl.
Preferably, the liquid crystal composition contains the compound of formula I in an amount of 50 to 5000ppm, for example, 60ppm, 100ppm, 500ppm, 1000ppm, 1500ppm, 2000ppm, 2500ppm, 3000ppm, 3500ppm, 4000ppm, 4500ppm, 4800ppm, etc., preferably 100 to 4000ppm, more preferably 100 to 3000ppm, still more preferably 200 to 1000ppm.
Preferably, the compound of formula II is any one of or a combination of at least two of the compounds having the following structures:
the R is N1 And R N2 Each independently represents any one of a straight-chain alkyl group having 1 to 10 carbon atoms, a straight-chain alkoxy group having 1 to 10 carbon atoms, a straight-chain alkenyl group having 2 to 10 carbon atoms, or a straight-chain alkenyloxy group having 2 to 10 carbon atoms.
Preferably, the compound of formula III-1 is any one of or a combination of at least two of the compounds having the following structures:
the R is A1 Represents a straight-chain or branched alkyl group having 1 to 8 carbon atoms,
Or 1 or non-adjacent 2 or more-CH in a linear or branched alkyl group having 1 to 8 carbon atoms 2 -each independently is substituted with-CH = CH-, -C ≡ C-, -O-) -CO-, -CO-O-or-O-CO-substituted radicals, or said linear or branched alkyl group having 1 to 8 carbon atoms,
Or at least two of-H are each independently substituted with-F or-Cl;
the R is v And R w Each independently represents-CH 2 -or-O-;
each of v and w independently represents 0 or 1;
said L is A11 、L A12 、L A11 '、L A12 '、L A14 、L A15 And L A16 Each independently represents-H or-F;
said L is A13 And L A13 ' independently of each other represents-H or-CH 3 ；
Said X is A1 denotes-F, -CF 3 or-OCF 3 。
Preferably, the compound of formula III-2 is any one of or a combination of at least two of the compounds having the following structures:
said R is A2 Represents a straight chain or branched alkyl group having 1 to 8 carbon atoms or a straight chain or branched alkyl group having 1 to 8 carbon atoms, wherein the alkyl group is not adjacent to 1 or 2 or more-CH 2 -radicals each independently substituted by-CH = CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-, or radicals each independently substituted by-F or-Cl for one or at least two-H of linear or branched alkyl groups containing 1 to 8 carbon atoms;
said L A21 、L A22 、L A23 、L A24 And L A25 Each independently represents-H or-F;
said X A21 represents-F, -CF 3 、-OCF 3 or-CH 2 CH 2 CH＝CF 2 Any one of them.
Preferably, the compound of formula IV is any one of or a combination of at least two of the compounds having the following structures:
said R is M1 And R M2 Each independently represents any one of a linear alkyl group having 1 to 8 carbon atoms, a linear alkoxy group having 1 to 8 carbon atoms, a linear alkenyl group having 2 to 8 carbon atoms, or a linear alkenyloxy group having 2 to 8 carbon atoms.
Preferably, the total weight of the compound of formula II is 1-40% of the total weight of the liquid crystal composition, such as 2%, 5%, 10%, 15%, 20%, 25%, 30%, 35%, 28%, etc., preferably 1-30%, and more preferably 5-20%.
Preferably, the total weight of the compounds of formula III-1 and/or formula III-2 is 1-60%, such as 2%, 5%, 10%, 15%, 20%, 25%, 30%, 35%, 28%, 30%, 35%, 40%, 45%, 48%, 50%, 55%, 58%, etc., preferably 5-55%, more preferably 10-50% of the total weight of the liquid crystal composition.
Preferably, the total weight of the compound of formula IV is 1-80% of the total weight of the liquid crystal composition, such as 2%, 5%, 10%, 15%, 20%, 25%, 30%, 35%, 28%, 30%, 35%, 40%, 45%, 48%, 50%, 55%, 60%, 65%, 68%, 70%, 72%, 75%, 78%, etc., preferably 10-70%, and more preferably 20-60%.
The second purpose of the invention is to provide a liquid crystal display device, which comprises the liquid crystal composition.
Preferably, the liquid crystal display device comprises an active matrix thin film transistor (AM-TFT) driven liquid crystal display device.
Preferably, the display mode of the liquid crystal display device is an IPS/FFS display mode.
Compared with the prior art, the invention has the following beneficial effects:
the liquid crystal composition provided by the invention has appropriate optical anisotropy and dielectric anisotropy, higher clearing point, lower rotational viscosity and higher K ave On the premise of the value, the VHR-initial and low-temperature storage performance can be maintained at a stable level, the conductivity I/V value is remarkably lower, the ion dissipation speed is higher, the occurrence of the ghost shadow of the liquid crystal panel can be effectively improved, and the reliability is higher.
Drawings
FIG. 1 is a graph of the RDC of the liquid crystal compositions of comparative example 1, examples 1-9 as a function of time.
FIG. 2 is a graph of the RDC over time for the liquid crystal compositions of comparative example 2 and examples 10-18
FIG. 3 is a graph showing the RDC of the liquid crystal compositions of comparative example 3 and examples 19 to 27 as a function of time.
FIG. 4 is a graph of the RDC of the liquid crystal compositions of comparative example 4 and examples 28 to 36 as a function of time.
FIG. 5 is a graph of the RDC of the liquid crystal compositions of comparative example 5, examples 37-45 as a function of time.
Detailed Description
For the purpose of facilitating an understanding of the present invention, the present invention will now be described by way of examples. It should be understood by those skilled in the art that the examples are only for the understanding of the present invention and should not be construed as the specific limitations of the present invention.
For convenience of expression, in the following examples and comparative examples, the structures of the groups in the liquid crystal composition are represented by codes listed in table 1:
TABLE 1
In table 1, the dashed line represents the access site of the group, and the short straight line in the group without the dashed line represents the access site.
Illustratively, the structural codes for the compounds of the following structural formula are illustrated:
The parameters of the performance tests referred to in the following examples and comparative examples are defined in detail in Table 2.
TABLE 2
| Parameter(s) | Parameter definition |
| Δn | Optical anisotropy |
| C P | Clearing Point (nematic phase-transition temperature of isotropic phase,. Degree.C.) |
| K ave | Average elastic constant |
| Δε | Dielectric anisotropy |
| V th | Threshold voltage (V) |
| t -40℃ | Low temperature storage time (in the sky at-40 deg.C) |
| T | Penetration (%) |
| I/V | Conductance (Ghom) -1 ) |
| VHR-initio | Initial voltage holding ratio (%) |
The following examples and comparative examples were conducted with the following performance test methods and parameters:
delta n is obtained by testing under a sodium lamp (589 nm) light source at 25 ℃;
C P testing by using a melting point instrument quantitative method;
K ave and testing conditions are as follows: 7 μm antiparallel friction cell, V = 0.1-20V; k ave ＝1/3(K 11 +K 22 +K 33 )，K 11 、K 22 、K 33 The liquid crystal display panel is obtained by testing a C-V curve of liquid crystal by using an LCR instrument and an antiparallel friction box;
Δε＝ε ‖ -ε ⊥ wherein, epsilon ‖ Is the dielectric constant, ε, parallel to the molecular axis ⊥ For the dielectric constant perpendicular to the molecular axis, test conditions: the temperature is 25 ℃, the temperature is 1KHz, the test box is TN90 type, and the box thickness is 7 mu m;
V th and (3) testing conditions are as follows: the V-T (transmittance) curve of the liquid crystal is tested using DMS 505;
low temperature storage stability LTS (-40 ℃): the observation was carried out daily in a low-temperature incubator at-40 ℃ to see whether crystals precipitated.
Test conditions the V (voltage) -T (transmittance) curve of the liquid crystal was tested using DMS 505, the test cell was a positive 3.5 μm IPS cell, V =0 to 20V;
conductivity I/V: the unit is Ghom -1 (ii) a And (3) testing conditions are as follows: filling a TN box with 9 μm of liquid crystal, electrifying to 10V and 0.01Hz, and testing by using TOYO6254 to obtain an I/V value;
VHR-was initially tested using a TOYO6254 liquid crystal physical property evaluation system; the test temperature is 65 ℃, the test voltage is 5V, and the test frequency is 6Hz;
t -40℃ the test method (2): observing whether crystals are separated out every day in a low-temperature constant-temperature box at the temperature of minus 40 ℃;
the RDC test method comprises the following steps: after applying DC voltage 5V3600s at 25 + -0.5 deg.C by TOYO6254 type liquid crystal physical property evaluation system, the power supply was turned off, and liquid crystal residual potential 3600s was continuously measured, and a potential change curve was recorded.
The liquid crystal compositions provided in the following examples and comparative examples each include a liquid crystal HOST, specifically, liquid crystal HOST-1 (HOST-1), liquid crystal HOST-2 (HOST-2), liquid crystal HOST-3 (HOST-3), liquid crystal HOST-4 (HOST-4), and liquid crystal HOST-5 (HOST-5), and the formulations are shown in tables 3-1 to 3-5.
TABLE 3-1 HOST-1 formulation
| Components | Content (%) |
| 3CWO2 | 2 |
| 2PWO2 | 2 |
| 4CCWO2 | 4 |
| 5C1OWWO2 | 2 |
| 4CC1OWO2 | 4 |
| 3CPPF | 2 |
| 3PGUF | 2 |
| 3CPGF | 4 |
| 3DPUF | 6 |
| 3DCPUF | 4 |
| 3CCPUF | 6 |
| 3CPUF | 6 |
| 4CPUF | 4 |
| 3CCV | 34 |
| 3CCV1 | 6 |
| 5CCO2 | 2 |
| 5CC3 | 2 |
| VCPP2 | 4 |
| VCVCP1 | 2 |
| 3CCEPC4 | 2 |
TABLE 3-2 HOST-2 formulation
TABLE 3-3 HOST-3 formulation
TABLE 3-4 HOST-4 formulation
TABLE 3-5 HOST-5 formulations
The characterization parameters of the five liquid crystal bodies are shown in table 4.
TABLE 4
| Δn | C P | K ave | Δε | V th (V) | |
| HOST-1 | 0.102 | 82 | 12.3 | 3.2 | 2.79 |
| HOST-2 | 0.102 | 84 | 12.1 | 3.4 | 2.55 |
| HOST-3 | 0.101 | 82 | 12.3 | 4.3 | 2.21 |
| HOST-4 | 0.098 | 82 | 12.2 | 2.6 | 2.93 |
| HOST-5 | 0.099 | 81.5 | 12.5 | 3.4 | 2.65 |
The examples of the present invention and the comparative examples each provide liquid crystal compositions, wherein the liquid crystal compositions of the examples are each composed of the above-mentioned HOST-1 to HOST-5 and various contents of the compounds of the general formula I (GUEST-1 to GUEST-3), and the liquid crystal compositions of the comparative examples each comprise only the above-mentioned HOST-1 to HOST-5, and the data on the liquid crystal HOST types, the types and contents of the compounds of the general formula I (based on the total weight of the liquid crystal compositions), and the performance tests of the liquid crystal compositions with respect to the liquid crystal compositions of the examples and comparative examples are presented in the form of the following tables.
Examples 1 to 9 and comparative example 1
Comparative example 1 and examples 1-9 according to the present invention were constructed by adding various amounts of the compounds of formula I (GUEST-1, GUEST-2 and GUEST-3) as shown in Table 5 below to HOST-1, and the results of the performance tests are shown in Table 5.
GUEST-1：
(belonging to the general formula I-2);
GUEST-2：
(belonging to the general formula I-1);
GUEST-3：
(belonging to the general formula I-5);
TABLE 5 formulations and characterization parameters for comparative example 1, examples 1-9
As can be seen from the data in Table 5, the liquid crystal composition of the present invention has significantly lower conductance I/V value and higher reliability on the premise of maintaining the VHR-initial and low temperature storage performance at a stable level.
FIG. 1 is a graph showing the change of RDC over time of the liquid crystal compositions of comparative example 1 and examples 1 to 9, in which the liquid crystal compositions containing the compound of formula I of the present invention have a faster ion dissipation rate, and are effective in improving the occurrence of the image sticking of the liquid crystal panel.
Examples 10 to 18 and comparative example 2
Comparative example 2 and examples 10-18 according to the present invention were constructed by adding different amounts of the compounds of formula I (GUEST-1, GUEST-2 and GUEST-3) as shown in Table 6 below to HOST-2, and the results of the performance tests are shown in Table 6.
TABLE 6 formulations and characterization parameters for comparative example 2 and examples 10-18
As can be seen from the data in Table 6, the liquid crystal composition of the present invention has significantly lower conductance I/V value and higher reliability on the premise of maintaining the VHR-initial and low temperature storage performance at a stable level.
FIG. 2 is a graph showing the RDC of the liquid crystal compositions of comparative example 2 and examples 10 to 18 with time, which shows that the liquid crystal compositions containing the compound of formula I of the present invention have a faster ion dissipation rate and are effective in improving the appearance of the afterimage of the liquid crystal panel.
Examples 19 to 27 and comparative example 3
Comparative example 3 and examples 19-27 according to the present invention were constructed by adding different amounts of compounds of formula I (GUEST-1, GUEST-2 and GUEST-3) as shown in Table 7 below to HOST-3, and the results of the performance tests are shown in Table 7.
TABLE 7 formulations and characterization parameters for comparative example 3 and examples 19-27
As can be seen from the data in Table 7, the liquid crystal composition of the present invention has significantly lower conductance I/V values and higher reliability while maintaining the VHR-initial and low temperature storage performance at a stable level.
FIG. 3 is a graph showing the RDC of the liquid crystal compositions of comparative example 3 and examples 19 to 27 as a function of time, in which the liquid crystal compositions containing the compound of the formula I of the present invention have a faster ion dissipation rate and are effective in improving the occurrence of the afterimage of the liquid crystal panel.
Examples 28 to 36 and comparative example 4
Comparative example 4 and examples 28-36 according to the present invention were constructed by adding different amounts of compounds of formula I (GUEST-1, GUEST-2 and GUEST-3) as shown in Table 8 below to HOST-4, and the results of the performance tests are shown in Table 8.
TABLE 8 formulation and characterization parameters for comparative example 4 and examples 28-36
As can be seen from the data in Table 8, the liquid crystal composition of the present invention has significantly lower conductance I/V value and higher reliability while maintaining the VHR-initial and low temperature storage performance at a stable level.
FIG. 4 is a graph showing the RDC of the liquid crystal compositions of comparative example 4 and examples 28 to 36 with time, in which the liquid crystal compositions containing the compound of formula I of the present invention have a faster ion dissipation rate and are effective in improving the appearance of the afterimage of the liquid crystal panel.
Examples 37 to 45 and comparative example 5
Comparative example 5 and examples 37 to 45 according to the present invention were constructed by adding various amounts of the compounds of formula I (GUEST-1, GUEST-2 and GUEST-3) as shown in Table 9 below to HOST-5, and the results of the performance tests are shown in Table 9.
TABLE 9 formulations and characterization parameters for comparative example 5 and examples 37-45
As can be seen from the data in Table 9, the liquid crystal composition of the present invention has significantly lower conductance I/V value and higher reliability while maintaining the VHR-initial and low temperature storage performance at a stable level.
FIG. 5 is a graph showing the change of RDC over time of the liquid crystal compositions of comparative example 5 and examples 37 to 45, in which the liquid crystal compositions containing the compound of formula I of the present invention have a faster ion dissipation rate, and are effective in improving the occurrence of the image sticking of the liquid crystal panel.
The applicant states that the present invention is illustrated by the above examples to show the details of the process equipment and process flow of the present invention, but the present invention is not limited to the above details of the process equipment and process flow, which means that the present invention must not be implemented by relying on the above details of the process equipment and process flow. It should be understood by those skilled in the art that any modification of the present invention, equivalent substitutions of the raw materials of the product of the present invention, addition of auxiliary components, selection of specific modes, etc., are within the scope and disclosure of the present invention.
Claims (18)
1. A liquid crystal composition comprising at least one compound of formula I, at least one compound of formula II, at least one compound of formula III-1, at least one compound of formula III-2, and at least one compound of formula IV;
the compound of the general formula I is any one or the combination of at least two of the compounds with the following structures:
t is an integer of 1-11;
said R is N Represents at least one-CH of H, -OH, alkyl containing 1-15 carbon atoms or alkyl containing 1-15 carbon atoms 2 -substituted by-O-, -CO-or-NH-;
said Y 1 -Y 4 Each independently represents H or an alkyl group having 1 to 4 carbon atoms;
the R is N1 And R N2 Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Or 1 or non-adjacent 2 or more-CH in the linear or branched alkyl group having 1 to 12 carbon atoms 2 -each independently substituted with-CH = CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-;
z is N1 And Z N2 Each independently represents a single bond-CO-O-, -O-CO-, -CH 2 O-、-OCH 2 -、-CH＝CH-、-C≡C-、-CH 2 CH 2 -or- (CH) 2 ) 4 -any of;
the ring
And ring
Each independently represent
Or
Or at least two non-adjacent-CH 2 -a group substituted by-O-, or
A group in which one or at least two single bonds are replaced by a double bond, or
Or at least two of-H are substituted by-CN, -F or-Cl, or
A group in which one or at least two CH are replaced by N;
said L N1 、L N2 Each independently represents-H or a linear or branched alkyl group containing 1 to 3 carbon atoms;
n is said N1 Represents 0, 1, 2 or 3,n N2 Represents 0 or 1, and 0. Ltoreq. N N1 +n N2 Less than or equal to 3, when n is N1 When represents 2 or 3, a ring
Same or different, Z N1 The same or different;
the R is A1 And R A2 Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Or contain 1-11 or non-adjacent 2 or more-CH in linear or branched alkyl of 2 carbon atoms 2 -each independently is substituted with-CH = CH-, -C ≡ C-, -O-) -CO-, -CO-O-or-O-CO-substituted radicals, or a linear or branched alkyl group having 1 to 12 carbon atoms,
Or at least two of-H are each independently substituted with-F or-Cl;
z is A11 、Z A21 And Z A22 Each independently represents a single bond, -O-, -CH 2 CH 2 -、-CF 2 CF 2 -、-CO-O-、-O-CO-、-O-CO-O-、-CH＝CH-、-CF＝CF-、-CH 2 O-or-OCH 2 -any of;
said X A1 And X A2 Each independently represents any one of halogen, haloalkyl containing 1 to 5 carbon atoms, haloalkoxy containing 1 to 5 carbon atoms, haloalkenyl containing 2 to 5 carbon atoms or haloalkenyloxy containing 2 to 5 carbon atoms;
the ring
Ring (C)
Ring (C)
And ring
Each independently represent
Or
Or at least two non-adjacent-CH 2 -substituted by-O-, or
A group in which one or at least two single bonds are replaced by a double bond, or
Or at least two of-H are substituted by-CN, -F or-Cl, or
Or a group in which at least two CH groups are replaced by N;
n is A11 And n A2 Each independently represents 0, 1, 2 or 3, and when n A11 When =2 or 3, a ring
Same or different, Z A11 The same or different; when n is A2 When =2 or 3, ring
Same or different, Z A21 The same or different;
n is A12 Represents 1 or 2, and when n A12 When =2, ring
The same or different;
said L is A11 、L A12 、L A13 、L A21 And L A22 Each independently represents-H, -F or-CH 3 Any one of the above;
said R is M1 And R M2 Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Or 1 or non-adjacent 2 or more-CH in a linear or branched alkyl group having 1 to 12 carbon atoms 2 -groups independently replaced by-CH = CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-, respectively;
the ring
Ring (C)
And ring
Each independently represent
Or alternatively
Of one or at least two-CH 2 -a group substituted by-O-, or
A group in which one of-H-is substituted with halogen;
z is M1 And Z M2 Each independently represents a single bond-CO-O-) -O-CO-, -CH 2 O-、-OCH 2 -、-CH＝CH-、-C≡C-、-CH 2 CH 2 -or- (CH) 2 ) 4 Any one of the above-mentioned;
n is said M1 Represents 0, 1, 2 or 3, and when n M1 When represents 2 or 3, a ring
Same or different, Z M2 The same or different;
the content of the compound of the general formula I is 50-5000ppm, the total weight of the compound of the general formula II accounts for 1-40% of the total weight of the liquid crystal composition, the total weight of the compound of the general formula III-1 and/or the general formula III-2 accounts for 1-60% of the total weight of the liquid crystal composition, and the total weight of the compound of the general formula IV accounts for 1-80% of the total weight of the liquid crystal composition.
2. The liquid crystal composition of claim 1, wherein R is N represents-H or an alkyl group containing 1 to 8 carbon atoms;
said Y is 1 、Y 2 、Y 3 、Y 4 Are all methyl.
3. The liquid crystal composition of claim 1, wherein the compound of formula I is present in an amount of 100 to 4000ppm.
4. The liquid crystal composition of claim 3, wherein the compound of formula I is present in an amount of 100 to 3000ppm.
5. The liquid crystal composition of claim 4, wherein the compound of formula I is present in the liquid crystal composition in an amount of 200 to 1000ppm.
6. The liquid crystal composition according to claim 1, wherein the compound of formula II is any one or a combination of at least two of the compounds having the following structures:
said R is N1 And R N2 Each independently represents any one of a straight-chain alkyl group having 1 to 10 carbon atoms, a straight-chain alkoxy group having 1 to 10 carbon atoms, a straight-chain alkenyl group having 2 to 10 carbon atoms, or a straight-chain alkenyloxy group having 2 to 10 carbon atoms.
7. The liquid crystal composition of claim 1, wherein the compound of formula III-1 is any one or a combination of at least two of the compounds having the following structures:
the R is A1 Represents a linear or branched alkyl group having 1 to 8 carbon atoms,
Or 1 or non-adjacent 2 or more-CH in a linear or branched alkyl group having 1 to 8 carbon atoms 2 Each independently of the others by-CH = CH-, -C ≡ C-, -O-) -CO-, -CO-O-or-O-CO-substituted, or said linear or branched alkyl having 1 to 8 carbon atoms,
Or at least two of-H are each independently substituted with-F or-Cl;
the R is v And R w Each independently represents-CH 2 -or-O-;
v and w each independently represent 0 or 1;
said L A11 、L A12 、L A11 '、L A12 '、L A14 、L A15 And L A16 Each independently represents-H or-F;
said L A13 And L A13 ' independently of each other represents-H or-CH 3 ；
Said X A1 represents-F, -CF 3 or-OCF 3 。
8. The liquid crystal composition of claim 1, wherein the compound of formula III-2 is any one or a combination of at least two of the compounds having the following structures:
said R is A2 Represents a linear or branched alkyl group having 1 to 8 carbon atoms or 1 or 2 non-adjacent alkyl groups in the linear or branched alkyl group having 1 to 8 carbon atomsAnd above-CH 2 -radicals each independently substituted by-CH = CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-, or radicals each independently substituted by-F or-Cl for one or at least two-H of linear or branched alkyl groups containing 1 to 8 carbon atoms;
said L A21 、L A22 、L A23 、L A24 And L A25 Each independently represents-H or-F;
said X is A21 represents-F, -CF 3 、-OCF 3 or-CH 2 CH 2 CH＝CF 2 Any one of them.
9. The liquid crystal composition of claim 1, wherein the compound of formula IV is any one or a combination of at least two of the compounds having the following structures:
the R is M1 And R M2 Each independently represents any one of a straight-chain alkyl group having 1 to 8 carbon atoms, a straight-chain alkoxy group having 1 to 8 carbon atoms, a straight-chain alkenyl group having 2 to 8 carbon atoms, or a straight-chain alkenyloxy group having 2 to 8 carbon atoms.
10. The liquid crystal composition of claim 1, wherein the total weight of the compound of formula II is 1-30% of the total weight of the liquid crystal composition.
11. The liquid crystal composition of claim 10, wherein the total weight of the compound of formula II is 5-20% of the total weight of the liquid crystal composition.
12. The liquid crystal composition of claim 1, wherein the total weight of the compounds of formula III-1 and/or formula III-2 is 5 to 55% of the total weight of the liquid crystal composition.
13. The liquid crystal composition of claim 12, wherein the total weight of the compounds of formula III-1 and/or formula III-2 is 10 to 50% of the total weight of the liquid crystal composition.
14. The liquid crystal composition of claim 1, wherein the total weight of the compound of formula IV is 10-70% of the total weight of the liquid crystal composition.
15. The liquid crystal composition of claim 14, wherein the total weight of the compound of formula IV is 20-60% of the total weight of the liquid crystal composition.
16. A liquid crystal display device comprising the liquid crystal composition according to any one of claims 1 to 5.
17. A liquid crystal display device as claimed in claim 16, characterized in that the liquid crystal display device comprises an active matrix thin film transistor driven liquid crystal display device.
18. The liquid crystal display device according to claim 16, wherein a display mode of the liquid crystal display device is an IPS/FFS display mode.
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